4-Methoxystyrene → HCID 21293339, compound

Participants

Reaction Conditions

Reaction Steps

6-Bromo-2-(2-morpholinoethyl)phthalazin-1(2H)-one (10.1 gm, 0.03 mole) (prepared as in Example I, except that 2-morpholinoethyl chloride hydrochloride was substituted for the 2-(diisopropylamino)ethyl chloride hydrochloride) was stirred into 16 ml DMSO plus 16 ml acetonitrile. To the resulting mixture was added 4.5 gm 4-methoxystyrene (0.033 mole), 0.1 gm tri(o-tolyl)phosphine, and 0.02 gm palladium acetate. The reaction mixture was stirred at reflux (95°-100° C.) for 24 hours. Allowed to cool to about 60° C. and diluted with 60 ml of isopropanol. Stirred for an hour, filtered, washed to colorless washings with isopropanol and dried. The product weighed 11.9 gm. After recrystallization from 40 ml ethanol plus 30 ml water the product weighed 9.2 gm and melted at 254°-256° C.

Provenance & Evidence